Kaempferol-3-O-(2',6'-di-O-trans-p-coumaroyl)-beta-D-glucopyranoside

Kaempferol-3-O-(2',6'-di-O-trans-p-coumaroyl)-beta-D-glucopyranoside
Compound Structure:
Synonyms: Kaempferol-3-O-(2',6'-di-O-trans-p-coumaroyl)-beta-D-glucopyranoside; [(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4-dihydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoat
Compound ID: NMPC-006
PubChem ID:

10439991

Molecular Formula: C39H32O15
Canonical SMILES: C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)OC(=O)C=CC6=CC=C(C=C6)O)O)O)O
InChIKey: YXXQUJGFZPLXJV-AIBWQOBZSA-N
About the compound:

Kaempferol-3-O-(2',6'-di-O-trans-p-coumaroyl)-beta-D-glucopyranoside: This compound is a complex glycoside derivative of the flavonoid kaempferol. It has a kaempferol aglycone (the non-sugar part) bound to a glucopyranosyl (a type of glucose) sugar moiety. This glucopyranosyl unit is further esterified with two trans-p-coumaroyl groups at the 2' and 6' positions. Coumaroyl groups belong to the hydroxycinnamic acid class of compounds and provide additional structural and functional diversity to the molecule. Potential Health Benefits: Many flavonoid derivatives, including those of kaempferol, have been studied for their health-promoting effects. They may exhibit antioxidant, anti-inflammatory, antimicrobial, and anticancer activities. The presence of coumaroyl groups could further modulate these properties or affect the bioavailability of the compound.

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

740.7 g/mol

XLogP3-AA

4.8

Hydrogen Bond Donor Count

7

Hydrogen Bond Acceptor Count

15

Rotatable Bond Count

12

Exact Mass

740.17412031 g/mol

Monoisotopic Mass

740.17412031 g/mol

Topological Polar Surface Area

239Ų

Heavy Atom Count

54

Formal Charge

0

Complexity

1390

Isotope Atom Count

0

Defined Atom Stereocenter Count

5

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

2

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source: PubChem

Source Species:
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